(2E)-1-(2,4-dichlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)prop-2-en-1-one | 1374649-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (2E)-1-(2,4-dichlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)prop-2-en-1-one
• 英文别名: (E)-1-(2,4-dichlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)prop-2-en-1-one；(E)-1-(2,4-dichlorophenyl)-3-(1,3-diphenylpyrazol-4-yl)prop-2-en-1-one
• CAS: 1374649-01-0
• 化学式: C₂₄H₁₆Cl₂N₂O
• 分子量: 419.31
• InChiKey: PCSZVZGPHVLXSJ-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E)-1-(2,4-dichlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)prop-2-en-1-one 、 4-肼基苯磺酰胺 在 盐酸 作用下， 以 水 为溶剂， 以60%的产率得到4-(5-(2,4-dichlorophenyl)-1',3'-diphenyl-3,4-dihydro-1'H,2H-[3,4'-bipyrazol]-2-yl)benzenesulfonamide
  参考文献：
  名称：

  Pyrazole-pyrazoline as promising novel antimalarial agents: A mechanistic study

  摘要：

  A series of pyrazole-pyrazoline substituted with benzenesulfonamide were synthesized and evaluated for their antimalarial activity in vitro and in vivo. The compounds were active against both chloroquine (CQ) sensitive (3D7) and CQ resistant (RKL-9) strains of Plasmodium falciparum. Seven compounds (7e, 7i, 7j, 7l, 7m, 7o and 7p) exhibiting EC50 less than 2 mu M. A mechanistic study of compound 7o revealed that these compound act through the inhibition of beta-hematin. The study indicated that these compounds can serve as lead compounds for further development of potent antimalarial drugs. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.01.082
• 作为产物：
  描述：

  苯甲醛苯腙 在 sodium hydroxide 、 三氯氧磷 作用下， 反应 5.25h， 生成 (2E)-1-(2,4-dichlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)prop-2-en-1-one
  参考文献：
  名称：

  Pyrazole-pyrazoline as promising novel antimalarial agents: A mechanistic study

  摘要：

  A series of pyrazole-pyrazoline substituted with benzenesulfonamide were synthesized and evaluated for their antimalarial activity in vitro and in vivo. The compounds were active against both chloroquine (CQ) sensitive (3D7) and CQ resistant (RKL-9) strains of Plasmodium falciparum. Seven compounds (7e, 7i, 7j, 7l, 7m, 7o and 7p) exhibiting EC50 less than 2 mu M. A mechanistic study of compound 7o revealed that these compound act through the inhibition of beta-hematin. The study indicated that these compounds can serve as lead compounds for further development of potent antimalarial drugs. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.01.082

文献信息

• Synthesis of new 3-aryl-4-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-1-phenyl-1H-pyrazole derivatives as potential antimicrobial agents
  作者：Shridhar Malladi、Arun M. Isloor、S. K. Peethambar、Hoong Kun Fun

  DOI：10.1007/s00044-012-0267-8

  日期：2013.6

  New (E)-1-aryl-3-(3-aryl-1-phenyl-1H-pyrazol-4-yl)prop-2-en-1-ones 6 (pyrazolic chalcones) were synthesized from Claisen–Schmidt reaction of 3-aryl-1-phenylpyrazol-4-carboxaldehydes 4 with several acetophenone derivatives 5. Subsequently, the cyclocondensation reaction of chalcones 6 with phenylhydrazine in acetic acid medium afforded the new 3-aryl-4-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-1-phenyl-1H-pyrazoles

  通过克莱森-施密特反应合成了新的（E）-1-芳基-3-（3-芳基-1-苯基-1 H-吡唑-4-基）丙-2-烯-1-酮6（吡唑基查耳酮） 3-芳基-1-苯基吡唑-4-羧醛4与几种苯乙酮衍生物5。随后，查耳酮6与苯肼在乙酸介质中的环缩合反应得到新的3-芳基-4-（3-芳基-4,5-二氢-1 H-吡唑-5-基）-1-苯基-1 H -吡唑7。通过光谱研究对合成的化合物进行了表征，并评估了它们对三种病原细菌金黄色葡萄球菌的体外抗菌活性，大肠埃希菌和铜绿假单胞菌，以及对三种病原真菌菌株黄曲霉，角质霉菌和白色念珠菌的体外抗真菌活性。